Structure via PubChem · Public domain (PubChem)
clemizole
Sign in to saveAlso known as 1-(p-Chlorobenzyl)-2-pyrrolidylmethylenebenzimidazole, Depocural, Lergopenin
Clemizole, sold under the brand names Allercur and Histacur, is a histamine H1 receptor antagonist of the benzimidazole group described as an antihistamine, antipruritic, and sedative which is no longer marketed. It is a first-generation antihistamine.
Chemical data
- Formula
- C19H20ClN3
- Molecular weight
- 325.8 g/mol
- IUPAC name
- 1-[(4-chlorophenyl)methyl]-2-(pyrrolidin-1-ylmethyl)benzimidazole
- SMILES
- C1CCN(C1)CC2=NC3=CC=CC=C3N2CC4=CC=C(C=C4)Cl
- InChIKey
- CJXAEXPPLWQRFR-UHFFFAOYSA-N
- XLogP
- 4
- Polar surface area
- 21.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- hepatocellular carcinoma, hepatitis C virus infection, Lennox-Gastaut syndrome
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 325.135
Show 4 more facts
- chemical formula
- C₁₉H₂₀ClN₃
- canonical SMILES
- C1CCN(C1)CC2=NC3=CC=CC=C3N2CC4=CC=C(C=C4)Cl
- World Health Organisation international non-proprietary name
- clemizole
- Commons category
- Clemizole
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
4 sectionsContents
- Chemistry
- Synthesis
- See also
- References
Clemizole, sold under the brand names Allercur and Histacur, is a histamine H1 receptor antagonist of the benzimidazole group described as an antihistamine, antipruritic, and sedative which is no longer marketed. It is a first-generation antihistamine.
It is also a serotonin receptor agonist and is being studied for the potential treatment of Dravet syndrome, Lennox–Gastaut syndrome, and epilepsy under the development code name EPX-100. The drug is said to act specifically as a serotonin 5-HT2 receptor agonist, with prominent affinity for the serotonin 5-HT2A and 5-HT2B receptors having been reported. On the other hand, it showed markedly lower affinity for the serotonin 5-HT2C receptor. Clemizole also showed affinity for several other receptors.
Excerpted from Wikipedia’s “clemizole” article, available under the CC BY-SA 4.0 licence.